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'''2,5-Dimethoxy-4-methylthiophenethylamine''' (also known as '''2C-T''') is a lesser-known [[Psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] class. It is a member of the [[2C-x family]] of psychedelic phenethylamines, all of which are close relatives to [[mescaline]]. It is thought to produce its effects by binding to serotonin receptors in the brain, although the precise mechanism is not fully understood.
'''2,5-Dimethoxy-4-methylthiophenethylamine''' (commonly known as '''2C-T''') is a [[Psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] chemical class that produces psychedelic effects when [[Route of administration|administered]].
2C-T was first synthesized as part of a collaboration between researchers [[David E. Nichols]] and [[Alexander Shulgin]].<ref>{{cite journal|last1=Nichols|first1=D. E.|last2=Shulgin|first2=A. T.|author-link1=David E. Nichols|author-link2=Alexander Shulgin|year=1976|title=Sulfur Analogs of Psychotomimetic Amines|journal=Journal of Pharmaceutical Sciences|volume=65|issue=10|pages=1554–1556|doi=10.1002/jps.2600651040|pmid=978423|issn=1520-6017|eissn=0022-3549|oclc=01754726}}</ref>
It is a member of the [[2C-x family]] of psychedelic phenethylamines, all of which were derived from the systematic modification of the [[mescaline]] molecule.
Its effects and synthesis is described in Shulgin's 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref name="PiHKAL">{{cite book|title=PiHKAL: A Chemical Love Story|title-link=PiHKAL|author-link1=Alexander Shulgin|author1=Alexander Shulgin|author2=Ann Shulgin|year=1991|publisher=Transform Press|location=United States|isbn=0963009605|oclc=1166889264|chapter-url=https://erowid.org/library/books_online/pihkal/pihkal039.shtml|chapter=#39. 2C-T}}</ref>
2C-T It was first synthesized and studied through a collaboration between [[David E. Nichols]] and [[Alexander Shulgin]]<ref>Nichols DE, Shulgin AT (October 1976). "Sulfur analogs of psychotomimetic amines". J Pharm Sci. 65 (10): 1554–6. CiteSeerX 10.1.1.687.8486. doi:10.1002/jps.2600651040. PMID 978423.</ref>
2C-T's subjective effects are not well-characterized. Preliminary anecdotal reports appear to indicate it has some of the psychedelic effects of [[2C-T-2]] and [[2C-T-7]]. The effects of 2C-T have been described as being less visual and more tactile.
It is described in Shulgin's 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref name="pihkal2CT">Shulgin, A., & Shulgin, A. (1991).</ref>
Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-T-2, and it has a relatively short history of human usage. It is highly advised to approach this [[hallucinogenic]] substance with the proper amount of precaution and [[harm reduction practices]] if using it.
Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-T, and it has a relatively short history of human usage. It is highly advised to use [[harm reduction practices]] if using this substance.
==History and culture==
==History and culture==
{{historyStub}}
{{historyStub}}
2C-T is almost unknown on the black market and is rarely sold online.
It was first synthesized and studied through a collaboration between David E. Nichols and Alexander Shulgin.<ref>Nichols DE, Shulgin AT (October 1976). "Sulfur analogs of psychotomimetic amines". ''J Pharm Sci''. '''65''' (10): 1554–6. CiteSeerX 10.1.1.687.8486. doi:10.1002/jps.2600651040. <nowiki>PMID 978423</nowiki>.</ref> However, 2C-T is almost unknown on the black market and is rarely sold online.
==Chemistry==
==Chemistry==
[[File:Phenethylamine.png|thumb|right|250px|thumb|right|250px||Generic structure of a phenethylamine molecule]]
2C-T is in a class of compounds commonly known as phenethylamines, and is the 4-methylthio analogue of 2C-O, a positional isomer of mescaline. It is also the 2C analog of Aleph. The systematic name of the chemical is 2-(2,5-dimethoxy-4-(methylthio)phenyl)ethanamine. The CAS number of 2C-T is 61638-09-3.
2C-T, or 2,5-dimethoxy-4-methylthiophenethylamine, is a substituted [[phenethylamines|phenethylamine]] featuring a phenyl ring bound to an amino (NH<sub>2</sub>) group through a methyl chain. 2C-T belongs to the 2C family of phenethylamines which contain methoxy functional groups CH<sub>3</sub>O- attached to carbons R<sub>2</sub> and R<sub>5</sub> of the benzene ring. 2C-T is also substituted at R<sub>4</sub> with an methyl thioether group.
2C-T, or 2,5-dimethoxy-4-methylthiophenethylamine, is a substituted [[phenethylamines|phenethylamine]] featuring a phenyl ring bound to an amino (NH<sub>2</sub>) group through a methyl chain. 2C-T belongs to the 2C family of phenethylamines which contain methoxy functional groups CH<sub>3</sub>O- attached to carbons R<sub>2</sub> and R<sub>5</sub> of the benzene ring. 2C-T is also substituted at R<sub>4</sub> with an methyl thioether group.
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However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.
However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.
Being similar in structure to 2C-T-2 and 2C-T-7, this compound may have some MAOI properties.
Being similar in structure to [[2C-T-2]] and [[2C-T-7]], this compound may have some [[MAOI]] properties.
==Subjective effects==
==Subjective effects==
{{effectStub}}
The effects of 2C-T have been described as being less visual and more in the body.
The effects of 2C-T have been described as being less visual and more in the body.
2C-T is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use. It is most often self-regulating.
2C-T is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use. It is most often self-regulating.
Tolerance to the effects of 2C-T are built [[Time to full tolerance::almost immediately after ingestion]]. After that, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). 2C-T presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 2C-T all psychedelics will have a reduced effect.
Tolerance to the effects of 2C-T is built [[Time to full tolerance::almost immediately after ingestion]]. After that, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). 2C-T presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 2C-T all psychedelics will have a reduced effect.
===Dangerous interactions===
===Dangerous interactions===
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Intro}}
Although only speculative, it is worth noting that if 2C-T does have [[MAOI]] effects this could indicate that 2C-T is more likely to induce [[serotonin syndrome]] or general [[neurotransmitter]] overload (especially at high dosages) than other [[serotonergic psychedelic|serotonergic psychedelics]].<ref>Sulfur-Substituted α-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors: Biological Activities, CoMFA Analysis, and Active Site Modeling | http://pubs.acs.org/doi/abs/10.1021/jm0493109</ref> This may make it dangerous to combine it with other [[MAOIs]], [[stimulant]]s and certain substances which promotes the release of neurotransmitters such as [[serotonin]] or [[dopamine]]. These substances include but are not limited to:
Although only speculative, it is worth noting that if 2C-T does have [[MAOI]] effects this could indicate that 2C-T is more likely to induce [[serotonin syndrome]] or general [[neurotransmitter]] overload (especially at high dosages) than other [[serotonergic psychedelic|serotonergic psychedelics]].<ref>{{cite journal|title=Sulfur-Substituted α-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors: Biological Activities, CoMFA Analysis, and Active Site Modeling|doi=10.1021/jm0493109|pmid=15801832|url=http://citeseerx.ist.psu.edu/viewdoc/download?doi=10.1.1.689.281&rep=rep1&type=pdf|first1=A.|last1=Gallardo-Godoy|first2=A.|last2=Fierro|first3=T. H.|last3=McLean|first4=M.|last4=Castillo|first5=B. K.|last5=Cassels|first6=M.|last6=Reyes-Parada|first7=D. E.|last7=Nichols|author-link7=David E. Nichols|year=2005|volume=48|issue=7|pages=2407–2419|journal=Journal of Medicinal Chemistry|issn=0022-2623|eissn=1520-4804|oclc=39480771}}</ref> This may make it dangerous to combine it with other [[MAOIs]], [[stimulant]]s and certain substances which promotes the release of neurotransmitters such as [[serotonin]] or [[dopamine]]. These substances include but are not limited to:
{|
{|
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*'''[[5-MeO-MiPT]]'''
*'''[[5-MeO-MiPT]]'''
*'''[[2C-T-7]]'''
*'''[[2C-T-7]]'''
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==Legal status==
==Legal status==
*'''Canada''': 2C-T would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.<ref>Controlled Drugs and Substances Act (S.C. 1996, c. 19) |http://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-12.html#h-28</ref>
*'''United Kingdom''': 2C-T is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.<ref>United Kingdom. (1977). Misuse of Drugs Act 1971 (S.I. 1977/1243). London: The Stationery Office Limited. Retrieved July 5, 2017, from http://www.legislation.gov.uk/uksi/1977/1243/made</ref>
*'''Canada''': 2C-T would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.<ref>{{cite web|url=http://isomerdesign.com/Cdsa/schedule.php?schedule=3§ion=ALL&structure=C|title=Schedule III|work=Controlled Drugs and Substances Act (CDSA)|publisher=Isomer Design|access-date=October 10, 2020}}</ref>
*'''Germany''': 2C-H is controlled under the NpSG<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/anlage.html|title=Anlage NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> (''New Psychoactive Substances Act'') as of November 26, 2016.<ref>{{cite web|url=http://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl116s2615.pdf|title=Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe|pages=2615-2622|issn=0341-1095|oclc=1004462279|publisher=Bundesanzeiger Verlag|date=November 21, 2016|publication-date=November 25, 2016|language=de|work=Bundesgesetzblatt Jahrgang 2016 Teil I Nr. 55}}</ref> Production and import with the aim to place it on the market, administration to another person, placing it on the market and trading is punishable. Possession is illegal but not punishable.<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__4.html|title=§ 4 NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref><ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__3.html|title=§ 3 NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> The legislator considers it possible that orders of 2C-H are punishable as an incitement to place it on the market.<ref>{{cite web|url=http://dip21.bundestag.de/dip21/btd/18/085/1808579.pdf|title=Gesetzentwurf der Bundesregierung: Entwurf eines Gesetzes zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe|page=20|date=May 30, 2016|id=Drucksache 18/8579|publisher=Deutscher Bundestag|language=de}}</ref>
*'''United Kingdom''': 2C-T is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.<ref>{{cite web|title=Schedule 2: Part I: Class A Drugs|url=http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I|work="Misuse of Drugs Act 1971"|access-date=August 20, 2020|publisher=UK Government}}</ref>
*'''United States''': 2C-T is a Schedule 1 drug in the U.S., making it illegal to possess, manufacture, or import.{{citation needed}}
*'''United States''': 2C-T is a Schedule 1 drug in the U.S., making it illegal to possess, manufacture, or import.{{citation needed}}
WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.
DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.
2,5-Dimethoxy-4-methylthiophenethylamine (also known as 2C-T) is a lesser-known psychedelic substance of the phenethylamine class. It is a member of the 2C-x family of psychedelic phenethylamines, all of which are close relatives to mescaline. It is thought to produce its effects by binding to serotonin receptors in the brain, although the precise mechanism is not fully understood.
2C-T was first synthesized as part of a collaboration between researchers David E. Nichols and Alexander Shulgin.[1]
Its effects and synthesis is described in Shulgin's 1991 book PiHKAL ("Phenethylamines I Have Known and Loved").[2]
2C-T's subjective effects are not well-characterized. Preliminary anecdotal reports appear to indicate it has some of the psychedelic effects of 2C-T-2 and 2C-T-7. The effects of 2C-T have been described as being less visual and more tactile.
Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-T, and it has a relatively short history of human usage. It is highly advised to use harm reduction practices if using this substance.
As a result, it may contain incomplete or wrong information. You can help by expanding it.
It was first synthesized and studied through a collaboration between David E. Nichols and Alexander Shulgin.[3] However, 2C-T is almost unknown on the black market and is rarely sold online.
Chemistry
2C-T is in a class of compounds commonly known as phenethylamines, and is the 4-methylthio analogue of 2C-O, a positional isomer of mescaline. It is also the 2C analog of Aleph. The systematic name of the chemical is 2-(2,5-dimethoxy-4-(methylthio)phenyl)ethanamine. The CAS number of 2C-T is 61638-09-3.
2C-T, or 2,5-dimethoxy-4-methylthiophenethylamine, is a substituted phenethylamine featuring a phenyl ring bound to an amino (NH2) group through a methyl chain. 2C-T belongs to the 2C family of phenethylamines which contain methoxy functional groups CH3O- attached to carbons R2 and R5 of the benzene ring. 2C-T is also substituted at R4 with an methyl thioether group.
The mechanism of action that produces 2C-T’s hallucinogenic and entheogenic effects has not been established in scientific literature; however, its primary psychedelic effects are more than likely a result of its efficacy at the 5-HT2A receptor as a partial agonist. This mechanism of action is shared by many other psychedelic phenethylamines and tryptamines.
However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.
Being similar in structure to 2C-T-2 and 2C-T-7, this compound may have some MAOI properties.
The effects of 2C-T have been described as being less visual and more in the body.
Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWikicontributors. As a result, they should be viewed with a healthy degree of skepticism.
It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.
Drifting(melting, flowing, breathing and morphing) - In comparison to other psychedelics, this effect can be described as highly detailed, slow and smooth in motion, static in appearance and extremely realistic in style but with a subtle digital/cartoon-like form.
The head space of 2C-T is described by many as one which is both insightful and relatively normal in its thought processes even at moderate to high doses.
There are currently 0 experience reports describing the effects of this substance in our experience index. You can also submit your own experience report using the same link.
This toxicity and harm potential section is a stub.
As a result, it may contain incomplete or even dangerously wrong information! You can help by expanding upon or correcting it. Note: Always conduct independent research and use harm reduction practices if using this substance.
The toxicity and long-term health effects of recreational 2C-T use do not seem to have been studied in any scientific context and the exact toxic dosage is unknown.
Anecdotal reports suggest that there are no negative health effects attributed to trying this drug, but nothing can be completely guaranteed.
2C-T is not habit-forming and the desire to use it can actually decrease with use. It is most often self-regulating.
Tolerance to the effects of 2C-T is built almost immediately after ingestion. After that, it takes about 3 days for the tolerance to be reduced to half and 7 days to be back at baseline (in the absence of further consumption). 2C-T presents cross-tolerance with [[Cross-tolerance::all psychedelics]], meaning that after the consumption of 2C-T all psychedelics will have a reduced effect.
Dangerous interactions
Warning:Many psychoactive substances that are reasonably safe to use on their own can suddenly become dangerous and even life-threatening when combined with certain other substances. The following list provides some known dangerous interactions (although it is not guaranteed to include all of them).
Always conduct independent research (e.g. Google, DuckDuckGo, PubMed) to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.
Although only speculative, it is worth noting that if 2C-T does have MAOI effects this could indicate that 2C-T is more likely to induce serotonin syndrome or general neurotransmitter overload (especially at high dosages) than other serotonergic psychedelics.[4] This may make it dangerous to combine it with other MAOIs, stimulants and certain substances which promotes the release of neurotransmitters such as serotonin or dopamine. These substances include but are not limited to:
Canada: 2C-T would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.[5]
Germany: 2C-H is controlled under the NpSG[6] (New Psychoactive Substances Act) as of November 26, 2016.[7] Production and import with the aim to place it on the market, administration to another person, placing it on the market and trading is punishable. Possession is illegal but not punishable.[8][9] The legislator considers it possible that orders of 2C-H are punishable as an incitement to place it on the market.[10]
United Kingdom: 2C-T is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.[11]
United States: 2C-T is a Schedule 1 drug in the U.S., making it illegal to possess, manufacture, or import.[citation needed]
